"I'm about to arrive" means to me that you are already en route. "I'm about to sign" means to me that the pen hasn't yet hit the paper. In one case the process

"I'm about to arrive" means to me that you are already en route. "I'm about to sign" means to me that the pen hasn't yet hit the paper. In one case the process has already started, in the other process the has yet to commence. These are not comparable. "I'm about to leave" would be a more apt comparison, if we are to stay within proximity of your analogy. "I'm about to leave" could, indeed, suggest hesitation. Why haven't you left already? –– Once the papers are able to be signed, the time is now. You can do so immediately. To wait means there is something holding you back. What holds him back, we don't know. Apparently you are too embarrassed to ask or whatever that was that you were trying to say. But given the topic of discussion, presumably it is some kind of hesitation around the use of Ruby. Otherwise, where would the relevance of you telling us this story about your friend waiting to sign lie?